Chartwell Montgomery Village Retirement Residence

Welcome to Chartwell Montgomery Village

Elegant retirement living with freedom, flexibility, and vibrant community in Orangeville, Ontario

Welcome to Chartwell Montgomery Village, Orangeville’s premier destination for independent senior living and seniors’ apartments, where care, comfort, and community come together. Designed to reflect the charm of Victorian architecture and the spirit of modern, active retirement, our residence offers a welcoming home in a peaceful suburban setting—just minutes from downtown Orangeville and surrounded by serene woodlands, fields, and parks.

Whether you're looking to downsize, explore new friendships, or enjoy worry-free living with optional care services, Chartwell Montgomery Village offers a lifestyle that evolves with you.

Accommodations & Living Options

Spacious suites and apartments tailored for comfort and independence

At Chartwell Montgomery Village, we offer two distinct accommodation options to suit varying lifestyles:

Seniors’ Apartments

Perfect for independent adults ready to leave home maintenance behind:

• Spacious layouts with one-bedroom, one-bedroom-plus-den, and two-bedroom options

• Full kitchens with fridge, stove, oven, microwave, and dishwasher

• In-suite laundry and generous storage

• Balcony or patio options

• Access to residence amenities and activities

• Optional meal plans and personal care services

Independent Living Suites

Ideal for seniors who want a social, supported lifestyle with optional care:

• Studio, one-bedroom, one-bedroom-plus-den, and two-bedroom suites

• Some with kitchenettes and garden or woodland views

• Three chef-prepared meals daily

• Weekly housekeeping

• On-call nurse and optional wellness services

Both options come with access to our wide array of premium amenities and curated programming.

Care Services

Support that grows with your needs

Through our Care Assist Program, Chartwell Montgomery Village offers personalized wellness services designed to help you or a loved one maintain comfort, dignity, and independence.

Services include:

• Medication management

• Assistance with daily routines (e.g. dressing, bathing)

• Blood pressure clinics

• On-call nursing support

• Customized care plans—light, moderate, or heavy support

Services are available for both apartment and residence residents, allowing for seamless support as your needs evolve.

Dining Experience

Delicious, chef-prepared meals in a warm and welcoming setting

Dining at Chartwell Montgomery Village is an experience to look forward to:

• Three daily meals included for residence residents

• Optional meal packages for apartment residents

• Locally sourced, seasonal ingredients

• Featured daily menus and diverse à la carte options

• Restaurant-style service in our elegant dining room

• Private dining room for family gatherings

• Bistro and country kitchen for snacks, coffee, or casual visits

• Themed dinners and festive events

Every meal is served with care, flavour, and community spirit.

Activities & Amenities

Stay active, make connections, and pursue what brings you joy

Chartwell Montgomery Village is built for vibrant living, with amenities and programs that cater to every interest and ability.

Popular Amenities

• Therapeutic indoor pool

• Fitness studio and group exercise rooms

• Bar and lounge

• Movie theatre

• Hair salon and dog wash station

• Putting green and walking paths

• Country kitchen and bistro

• Scooter storage and ample parking

• Private and social dining areas

• Large activity rooms and multi-purpose spaces

Engaging Activities

Curated by our Lifestyle & Program Manager, activities include:

• Aquafit, Zumba, yoga, and strength classes

• FitMinds and Probus Club discussions

• Knit and stitch groups and art clubs

• Happy Hour, sing-alongs, and live music

• Billiards, movie nights, and trivia

• Worship services and community volunteering (H.O.P.E., GrandPals)

• Regular outings to local attractions and restaurants

Our LiveNow life enrichment program ensures wellness across six key areas: physical, emotional, social, spiritual, intellectual, and vocational.

Life in Orangeville

Charming small-town living with urban convenience

Located in northwest Orangeville, Chartwell Montgomery Village is just minutes from:

• Headwaters Health Care Centre

• Alder Street Community Centre and library

• Sobeys, No Frills, Walmart, Winners, Michaels

• Bravery Park and multiple green spaces

• Chain and local restaurants

• Highway 400 and major routes

Residents also enjoy Orangeville’s thriving cultural scene:

• Orangeville Blues & Jazz Festival (June)

• Rotary Ribfest (July) and Taste of Orangeville (August)

• Theatre Orangeville and the Opera House

• Unique shops, art galleries, and public tree sculptures

• Farmer’s market and year-round downtown events

This vibrant town offers everything you need—right at your doorstep.

A Worthwhile Investment

Exceptional retirement living with flexible service and support

With clear monthly fees that include premium amenities, wellness programs, and dining (plus optional add-ons), Chartwell Montgomery Village delivers real value for your retirement years. Whether you're choosing a seniors’ apartment or residence suite, you'll enjoy the comfort of flexible service tailored to your preferences.

Visit Us in Orangeville

Ready to explore what independent retirement living can truly be? Chartwell Montgomery Village invites you to schedule a personal tour, meet our welcoming staff, and see the vibrant lifestyle for yourself. Whether you’re planning for the future or ready for a fresh start, we’re here to help.

Call today or visit our website to learn more.